All Portugal Sailing Holidays
Sailing in Portugal blends rugged coastline, hidden caves, and sun-soaked waters with charming ports and local culture. Explore historic Portimão, drift past uninhabited islands, spot dolphins and whales, and sample fresh seafood
Find out more about sailing holidays in Portugal
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We have found 18 voyages with berths available.
Atlantic Sailing Mile Builder to the Azores
Set sail on an unforgettable 8-day voyage from Lisbon to Ponta Delgada in the stunning Azores aboard historic tall ship Santa Maria Manuela.
Date: 11 Jul 2026
Duration: 8 days
Vessel: Santa Maria Manuela
Where: Portugal
Board: Full Board
Group Size: 44
Activity: Level 1
i
£1,535.00€1,715.00
Berths available
Tall Ship Sailing Azores Islands
Discover the Azores archipelago, sailing from São Miguel to Faial and concluding in the UNESCO World Heritage city of Angra do Heroísmo on Terceira Island.
Date: 18 Jul 2026
Duration: 6 days
Vessel: Santa Maria Manuela
Where: The Azores
Board: Full Board
Group Size: 44
Activity: Level 1
i
£1,100.00€1,225.00
Berths available
Azores Sailing Holiday Adventure
Join tall ship Santa Maria Manuela for a sailing adventure in the Azores, exploring the islands of Terceira to Flores and onto Corvo.
Date: 23 Jul 2026
Duration: 8 days
Vessel: Santa Maria Manuela
Where: The Azores
Board: Full Board
Group Size: 44
Activity: Level 1
i
£1,540.00€1,715.00
Berths available
Adventure Sailing in the Azores
Embark on a sailing adventure through the Azores archipelago aboard historic tall ship Santa Maria Manuela, exploring the islands of Terceira, Pico and São Jorge.
Date: 30 Jul 2026
Duration: 6 days
Vessel: Santa Maria Manuela
Where: The Azores
Board: Full Board
Group Size: 44
Activity: Level 1
i
£1,110.00€1,225.00
Berths available
Azores Sailing Holiday Adventure
Join tall ship Santa Maria Manuela for a sailing adventure in the Azores, exploring the islands of Terceira to Flores and onto Corvo.
Date: 4 Aug 2026
Duration: 8 days
Vessel: Santa Maria Manuela
Where: The Azores
Board: Full Board
Group Size: 44
Activity: Level 1
i
£1,540.00€1,715.00
Berths available
Photography Sailing Holiday in the Azores
Join the winner of the International Photographer Awards, Julian Carcano, aboard the tall ship Santa Maria Manuela for a photography adventure in the Azores, exploring the islands of Terceira, Flores and Corvo.
Date: 11 Aug 2026
Duration: 6 days
Vessel: Santa Maria Manuela
Where: The Azores
Board: Full Board
Group Size: 44
Activity: Level 1
i
£1,110.00€1,225.00
Berths available
Eco Sailing Holiday in the Azores
Sail from Terceira to Flores aboard traditional tall ship Santa Maria Manuela with onboard marine biologists, exploring pristine marine life, volcanic landscapes, and the westernmost reaches of Europe.
Date: 16 Aug 2026
Duration: 8 days
Vessel: Santa Maria Manuela
Where: The Azores
Board: Full Board
Group Size: 44
Activity: Level 1
i
£1,540.00€1,715.00
Berths available
Adventure Sailing in the Azores
Embark on a sailing adventure through the Azores archipelago aboard historic tall ship Santa Maria Manuela, exploring the islands of Terceira, Pico and São Jorge.
Date: 23 Aug 2026
Duration: 6 days
Vessel: Santa Maria Manuela
Where: The Azores
Board: Full Board
Group Size: 44
Activity: Level 1
i
£1,110.00€1,225.00
Berths available
Adventure Sailing in the Azores: Terceira to São Miguel
Sail the Azores archipelago from the islands of Terceira to São Miguel aboard traditional four-masted tall ship Santa Maria Manuela.
Date: 28 Aug 2026
Duration: 7 days
Vessel: Santa Maria Manuela
Where: The Azores
Board: Full Board
Group Size: 44
Activity: Level 2
i
£1,320.00€1,470.00
Berths available
Adventure Sailing through the Azores
Embark on a 5-day sailing adventure through the Azores, from Faial to São Miguel with traditional tall ship Santa Maria Manuela.
Date: 8 Sep 2026
Duration: 6 days
Vessel: Santa Maria Manuela
Where: The Azores
Board: Full Board
Group Size: 44
Activity: Level 1
i
£825.00€900.00
Berths available
Sailing from the Azores to Portugal on a Historic Tall Ship
Sail to Portugal aboard Santa Maria Manuela and experience an ocean crossing from the Azores to Madeira.
Date: 13 Sep 2026
Duration: 9 days
Vessel: Santa Maria Manuela
Where: The Azores / Portugal
Board: Full Board
Group Size: 44
Activity: Level 1
i
£975.00€1,080.00
Berths available
Offshore Sailing from Cornwall to Madeira
Join tall ship Noorderlicht on a hands-on sailing passage from Cornwall to Madeira.
Date: 31 Oct 2026
Duration: 11 days
Vessel: Noorderlicht
Where: UK / Madeira
Board: Full Board
Group Size: 12
Activity: Level 3
i
£2,680.00€3,000.00
Berths available
Atlantic Sailing Adventure from Madeira to Cape Verde
Sail with tall ship Noorderlicht from Machico, Madeira to Sal, Cape Verde on a 1000nm Atlantic offshore passage.
Date: 12 Nov 2026
Duration: 11 days
Vessel: Noorderlicht
Where: Madeira/Cape Verde
Board: Full Board
Group Size: 12
Activity: Level 3
i
£2,680.00€3,000.00
Berths available
Atlantic Crossing Leg 1 & 2
Tall Ship Sailing Across the Atlantic to the UK
Sail across the Atlantic with tall ship Blue Clipper, from the Caribbean island of Antigua to Penzance, Cornwall.
Date: 9 Mar 2027
Duration: 45 days
Vessel: Blue Clipper
Where: Antigua/UK
Board: Full Board
Group Size: 12
Activity: Level 4
i
£6,120.00€7,110.25
Berths available
Cross the Atlantic Ocean from The Caribbean
Join modern yacht Rhea on a sailing passage, crossing the Atlantic from the Caribbean to Gibraltar
Date: 23 Mar 2027
Duration: 22 days
Vessel: Rhea
Where: Caribeean/Gibraltar
Board: Full Board
Group Size: 26
Activity: Level 3
i
£6,050.00€6,900.00
Berths available
Offshore Atlantic Yacht Sailing from Antigua to Portugal
Cross the Atlantic with yacht Chronos as she sails from the Caribbean island of Antigua to Portimão on the Algarve coast of Portugal.
Date: 6 Apr 2027
Duration: 23 days
Vessel: Chronos
Where: Antigua/Portugal
Board: Full Board
Group Size: 26
Activity: Level 3
i
£6,115.00€6,900.00
Berths available
Luxury Algarve Sailing: Portimão to Málaga
Luxury Algarve sailing from Portimão to Málaga with modern yacht, Chronos
Date: 29 Apr 2027
Duration: 8 days
Vessel: Chronos
Where: Portugal / Spain
Board: Full Board
Group Size: 26
Activity: Level 1
i
£2,855.00€3,200.00
Berths available
Sailing the Gibraltar Strait from Portugal to Spain
Sail the Gibraltar Strait from Portugal to Spain with luxury classic yacht Kairos.
Date: 5 Jun 2027
Duration: 8 days
Vessel: Kairós
Where: Portugal/Spain
Board: Full Board
Group Size: 16
Activity: Level 1
i
£1,955.00€2,200.00
Berths available
